• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year

2

Apple’s Steve Wozniak says he cofounded the tech giant after 5 rejections from HP—not to ‘make money.’ For years, his paycheck was just $50

3

Indeed chief economist says we’re entering an era of ‘great mismatch’ thanks to a generational imbalance of workers

1

Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year

2

Apple’s Steve Wozniak says he cofounded the tech giant after 5 rejections from HP—not to ‘make money.’ For years, his paycheck was just $50

3

Indeed chief economist says we’re entering an era of ‘great mismatch’ thanks to a generational imbalance of workers
Commentary

The One Thing You Should Never Do if You Start a Company

By
Caren Maio
Caren Maio
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
By
Caren Maio
Caren Maio
and
Bethany Cianciolo
Bethany Cianciolo
Down Arrow Button Icon
December 5, 2016, 2:12 PM ET
Woman hiding peering round corner
Woman hiding peering round cornerXiXinXing—iStockphoto/Getty Images

The Entrepreneur Insiders network is an online community where the most thoughtful and influential people in America’s startup scene contribute answers to timely questions about entrepreneurship and careers. Today’s answer to the question “What’s one of the best business decisions you’ve ever made?” is written by Caren Maio, founder and CEO of Nestio.

Over the past several years, my startup has gone from a good idea—an online platform to help landlords market and lease apartments—to a business with over 40 employees. As we’ve grown, I’ve discovered a hard truth: It’s incredibly difficult to let go, especially when you’re so invested in your company’s success.

But being a “helicopter boss” just doesn’t work as your company scales. It’s not humanly possible, it’s not healthy, and it’s actually counterproductive. While a fast-growing company has thousands of priorities, I’ve learned the hard way that my role ultimately boils down to three critical and interrelated functions: finding talent, keeping talent, and ensuring there’s money in the bank. In fact, the best business decision I’ve ever made is opting to focus on just these—and rein in any helicopter tendencies.

  1. You can’t do it all—so find the people who can

Earlier this year, Nestio completed a Series-A financing round, with plans to quadruple in size within months. I realized I couldn’t continue to have my hands in everything—in fact, it was holding us back. But letting go didn’t come easily. I love sales, for instance. But while I still do a lot of interacting with customers, and even close deals from time to time, I’m no longer involved in every sale. I had to find the right talent and delegate.

Finding great people is an art in itself. But time and time again, I’ve found that leaning on the people you already know and trust and tapping their networks is the surest path to success. To that end, we’ve designed a bonus system for existing employees who refer candidates our way.

As Google (GOOG) and others have learned, however, it’s not all about the cash. The referrals that matter most, I’ve found, come from people who truly love the company and excel in their roles. Bottom line: A players know A players, and they should be your first call.

See also: What I Learned From Starting a Company With Co-Founders

  1. Once you’ve got them on board, keep them on board

Employee retention is a challenge at companies of all sizes, and there’s no easy fix. Having a solid culture—one that employees want to grow with—is the most important element, of course. But finding ways to keep the lines of communication wide open and offer constructive feedback can also go a long way toward keeping people happy and on board.

The tricky part as CEO is finding the time for communication, especially as your company grows and your calendar becomes packed with board meetings, reports, and presentations. To that end, every other month I hold office hours, where employees share whatever is on their minds. And on a less formal level, I try to never turn down an invitation for a coffee.

During a recent coffee break with a group of newly hired engineers, I discovered that they wanted to know more about our industry. Based on that, we decided to launch a real estate 101 class—a lunch-and-learn that the whole company now participates in—a time investment that is well worth the cost.

  1. Above all, ensure there’s money in the bank

This one’s a no-brainer. If you’ve got no money—if you can’t pay salaries, support marketing campaigns, or even keep the lights on—you don’t have a company. Period. The good news is that, generally speaking, if you’re good at the other two functions above, this one should fall into place. The one area that I did have to brush up on, however, is investor relations.

 

A key priority for any CEO should be keeping investors engaged, updated, and informed—and doing so long before (and after) the capital is required. Even if you’re not explicitly seeking new funding, you should always be meeting new people and strengthening new investor relationships.

As all-star VC Mark Suster has said, “Fundraising is an ongoing process and not an event on a work plan.” I met with our Series-A investors months before we were raising money. Just like dating before you get married, you want to make sure the relationship will work through thick and thin. Even now, I’m regularly going to our investors for input. I get to benefit from their advice, show my commitment, and stay top of mind.

Five years into this adventure, I’m finally ready to land that helicopter of mine. A lot of people—even me, early on—get a high of self-importance from thinking that the business depends on them. It doesn’t—or at least, it shouldn’t. Thanks to a bit of prioritizing, I’m proud to say that my baby can now walk, talk, and run on its own.

Maio is not an investor of Google.

About the Authors
By Caren Maio
See full bioRight Arrow Button Icon
By Bethany Cianciolo
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Commentary

employees
CommentarySuccession
Millions of business owners are about to retire. They should sell to their employees
By Matt Helmer and Maxwell JohnsonMay 23, 2026
17 hours ago
Ashley Yetman
Commentarydisruption
Everyone is blaming AI for the death of ‘craft.’ Take a good look in the mirror
By Ashley YetmanMay 23, 2026
17 hours ago
clay
CommentaryLoneliness
I’ve spent 25 years studying loneliness. AI is about to make it much worse
By Clay RoutledgeMay 23, 2026
19 hours ago
ambrose
CommentaryRobotics
Former NASA Robotics Chief: America is building the wrong kind of robots — and China knows it
By Robert AmbroseMay 23, 2026
20 hours ago
morris
CommentaryEntrepreneurship
My startup hit $200 million ARR. But first I walked away from 2.5 million YouTube subscribers and nearly went bankrupt
By Joel MorrisMay 23, 2026
22 hours ago
brotman
CommentaryVenture Capital
I’ve spent 25 years in venture capital. Here’s how it quietly shut ordinary Americans out of the AI wealth boom—and what could fix it
By Steve BrotmanMay 22, 2026
2 days ago

Most Popular

Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year
Success
Jeff Bezos wants the bottom half of earners to pay zero income tax—he says nurses making just $75K should save $12K a year
By Preston ForeMay 21, 2026
3 days ago
Apple’s Steve Wozniak says he cofounded the tech giant after 5 rejections from HP—not to ‘make money.’ For years, his paycheck was just $50
Success
Apple’s Steve Wozniak says he cofounded the tech giant after 5 rejections from HP—not to ‘make money.’ For years, his paycheck was just $50
By Preston ForeMay 22, 2026
2 days ago
Indeed chief economist says we’re entering an era of ‘great mismatch’ thanks to a generational imbalance of workers
Success
Indeed chief economist says we’re entering an era of ‘great mismatch’ thanks to a generational imbalance of workers
By Emma BurleighMay 22, 2026
2 days ago
Microsoft reports are exposing AI's real cost problem: Using the tech is more expensive than paying human employees
AI
Microsoft reports are exposing AI's real cost problem: Using the tech is more expensive than paying human employees
By Jake AngeloMay 22, 2026
1 day ago
Elon Musk's SpaceX IPO filing just told us what business he's betting on for the future—and it's not rockets
Investing
Elon Musk's SpaceX IPO filing just told us what business he's betting on for the future—and it's not rockets
By Shawn TullyMay 23, 2026
21 hours ago
Bolt CEO says he let go of his entire HR team for creating problems that didn’t exist: ‘Those problems disappeared when I let them go’ 
Workplace Culture
Bolt CEO says he let go of his entire HR team for creating problems that didn’t exist: ‘Those problems disappeared when I let them go’ 
By Preston ForeMay 19, 2026
4 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.